Acetic Anhydride → HCID 86672771, compound

HRID 1754992Notes

Reaction equation

HRID 1754992 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[Br:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][CH2:16][C:17]#[N:18])=[CH:11][C:10]=1[CH3:19]>>[Br:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]([CH2:16][C:17]#[N:18])[C:5](=[O:7])[CH3:6])=[CH:11][C:10]=1[CH3:19]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 28574850HCID 28574850, compound

Product 1

HCID 86672771HCID 86672771, compoundYield 99%

Conditions

Temperature
115 °C

Procedure

Acetic anhydride (4.99 ml) was added to (4-bromo-3-methyl-phenylamino)-acetonitrile (594 mg, 2.64 mmol), and the mixture was heated with stirring at 115° C. for one hour. The reaction solution was cooled and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give N-(4-bromo-3-methyl-phenyl)-N-cyanomethyl-acetamide (697 mg, 99%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureThe reaction solution was cooled
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate)

Sources & evidence

ORD record
ord-b92b4f2cfb474ddd97fc48f34525e617
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

Loading…